Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
Center for Research and Education on Drug Discovery, Faculty of Pharmaceutical Sciences, Hokkaido University, Kita-12, Nishi-6, Kita-ku, Sapporo 060-0812, Japan.
Org Lett. 2020 Jun 5;22(11):4217-4221. doi: 10.1021/acs.orglett.0c01268. Epub 2020 May 7.
The first total synthesis of echinomycin () was accomplished by featuring the late-stage construction of the thioacetal moiety via Pummerer rearrangement and simultaneous cyclization, as well as two-directional elongation of the peptide chains to construct a 2-symmetrical bicyclic octadecadepsipeptide bridged with a sulfide linkage. This strategy can be applicable to a variety of echinomycin analogues.
()的首次全合成通过 Pummerer 重排和同时环化实现硫缩醛部分的后期构建,以及两条肽链的双向延伸以构建带有硫醚键桥接的 2 对称双环十八元十肽,这一策略可适用于多种棘霉素类似物。